The protagonist is 16-year-old Miles Halter, who, after an antiseptic adolescence in Florida, moves to a boarding school in Alabama and learns coming-of-age lessons from his roommate and his beautiful and mysterious best friend, Alaska Young. She enthralls Miles with stories of adventurous and self-destructive behavior — and teaches him to drink, smoke, and plot elaborate pranks against the school’s rich preppies — but despite their adulation for her, they can tell that she is unhappy and perhaps headed for big trouble.

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